629-83-4

Basic information

• Product Name: METHYL MELISSATE
• Synonyms: N-TRIACONTANOIC ACID METHYL ESTER;TRIACONTANOIC ACID METHYL ESTER;METHYL TRIACONTANOATE;METHYL N-TRIACONTANATE;METHYL MELISSATE;MELISSIC ACID METHYL ESTER;methyl triacontanate;MethylTriacontanote
• CAS NO: 629-83-4
• Molecular Formula: C₃₁H₆₂O₂
• Molecular Weight: 466.82
• EINECS: 211-113-1
• Mol File: 629-83-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 70-73 °C
• Boiling Point: 475.8°C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /Liquid
• Density: 0.858g/cm³
• Vapor Pressure: 3.22E-09mmHg at 25°C
• Refractive Index: 1.454
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL MELISSATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL MELISSATE(629-83-4)
• EPA Substance Registry System: METHYL MELISSATE(629-83-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 1
• Hazardous Substances Data: 629-83-4(Hazardous Substances Data)

Usage

Description

METHYL MELISSATE, also known as Methyl benzoate, is a naturally occurring chemical compound with the formula C8H8O2. It is a colorless liquid characterized by a mild, fruity odor similar to cherries or other stone fruits. Found in various flower species and fruits, this versatile substance is utilized in the synthesis of other compounds and as a fragrance additive in cosmetics and personal care products. Additionally, it serves as a pest repellent in agriculture. However, due to its potential to cause skin and eye irritation in high concentrations, caution is advised in handling METHYL MELISSATE.

Uses

Used in Cosmetics and Personal Care Industry:
METHYL MELISSATE is used as a fragrance ingredient for its mild, fruity scent reminiscent of cherries or stone fruits, enhancing the sensory experience of various cosmetic and personal care products.
Used in Chemical Synthesis:
METHYL MELISSATE is used as a chemical intermediate for the production of other synthetic compounds, contributing to the development of a wide range of industrial products.
Used in Agriculture:
METHYL MELISSATE is used as a pest repellent to protect crops from harmful insects, thereby reducing the need for chemical pesticides and promoting sustainable agricultural practices.

InChI:InChI=1/C31H62O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31(32)33-2/h3-30H2,1-2H3

Upstream product

• 111-20-6 1,10-decanedioic acid 
• 18451-85-9 15-(methoxycarbonyl)pentadecanoic acid 
• 57-10-3 1-hexadecylcarboxylic acid 
• 141735-42-4 (E)-12-Phenoxythiocarbonyloxy-triacont-21-enoic acid methyl ester 
• 141735-42-4 (Z)-12-Phenoxythiocarbonyloxy-triacont-21-enoic acid methyl ester 
• 111514-98-8 8-[2-(5-Octadecyl-thiophen-2-yl)-[1,3]dithiolan-2-yl]-octanoic acid methyl ester 
• 78387-02-7 methyl 7-(trimethylenedithio)-triacontanoate 
• 78403-25-5 methyl 7-(ethylenedithio)-triacontanoate 
• 1001561-47-2 (9E,21E)-Triaconta-9,21-dienoic acid methyl ester 
• 131302-55-1 methyl 12-Z-triacontenoate 
• 818-88-2 sebacic acid mono methyl ester 
• 112-85-6 n-docosanoic acid 
• 67-56-1 methanol 
• 71035-01-3 2-(4-hydroxyphenethyl) hentriacontanoate 

Downstream Products

• 506-50-3 melissic acid 
• 593-50-0 melissyl alcohol 

Relevant articles and documents

A new fatty aldol ester from the aerial part of Mimosa invisa (Mimosaceae)

A new aldol ester named 17-O-triacontanoylheptadecanal (1) was isolated from the aerial part of Mimosa invisa (Mimosaceae) together with eight known compounds identified as β-sitosterol (2), α-amyrine (3), lupeol (4), 4-O-methylepinumisoflavone (5), alpinumisoflavone (6), betulinic acid (7), 3-O β- D-glucopyranoside of sitosterol (8) and epirobinetinidol (9). The structures of compounds were determined on the basis of NMR and mass spectrometry data as well as by comparing the data reported in the literatures. The antimicrobial activities of the crude extract and compounds 1 and 9 were investigated against seven microbial species. The natural products showed moderate activities compared to that of the crude extract.

A facile synthesis of long chain acyclic alkanols via Kolbe coupling: 1-Docosanol and 1-triacontanol

A convenient synthesis of long chain acyclic alkanols viz., 1-docosanol and 1-triacontanol has been devised via Kolbe radical coupling of mono-methyl azelate 2, which has been synthesized from azelaic acid 1. The dimer viz. dimethyl thapsate 3, on Ba(OH)2 hydrolysis affords mono-methyl thapsate 4, which upon mixed Kolbe coupling with appropriate alkanoic acid [CH3(CH)2)nCOOH, n = 6 for 1-docosanol and n = 14 for 1-tri-acontanol] gives the cross coupled products methyl docosanoate 7 and methyl triacontanoate 8 along with the radical dimers dimethyl triacontanedioate 4′ and tetradecane 5′/triacontane 6′ as byproducts. Compounds 7 and 8 on LAH reduction in dry THF yield 1-docosanol 9 and 1- triacontanol 10, respectively in high yields. The mixed anodic coupling has been studied by varying parameters viz. degree of neutralization and molar ratio of compounds 4 and C8/C16 alkanoic acid, current density, anode material etc.

Tris (trimethylsilyl)silane in the deoxygenation of long chain unsaturated alcohols converts cis to trans isomers

During radical deoxygenation reactions tris (trimethylsilyl)silane can cause cis to trans isomerization and reduction of remote double bonds in contrast to tributyltin hydride.